EP1541569A4 - Process for producing n-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine and intermediate - Google Patents

Process for producing n-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine and intermediate

Info

Publication number
EP1541569A4
EP1541569A4 EP03741391A EP03741391A EP1541569A4 EP 1541569 A4 EP1541569 A4 EP 1541569A4 EP 03741391 A EP03741391 A EP 03741391A EP 03741391 A EP03741391 A EP 03741391A EP 1541569 A4 EP1541569 A4 EP 1541569A4
Authority
EP
European Patent Office
Prior art keywords
monoalkyl
thienyl
hydroxy
propanamine
producing
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP03741391A
Other languages
German (de)
French (fr)
Other versions
EP1541569B1 (en
EP1541569A1 (en
Inventor
K Kogami
Hayashizaka
S Satake
I Fuseya
H Kagano
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Seika Chemicals Co Ltd
Original Assignee
Sumitomo Seika Chemicals Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Seika Chemicals Co Ltd filed Critical Sumitomo Seika Chemicals Co Ltd
Publication of EP1541569A1 publication Critical patent/EP1541569A1/en
Publication of EP1541569A4 publication Critical patent/EP1541569A4/en
Application granted granted Critical
Publication of EP1541569B1 publication Critical patent/EP1541569B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for producing an N-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine represented by the general formula (2): (2) (wherein R represents C1-4 alkyl), characterized by reducing a (Z)-N-monoalkyl-3-oxo-3-(2-thienyl)propenamine represented by the general formula (1): (1) (wherein R is the same as the above). By the process, an N-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine useful as an intermediate for various medicines can be industrially and easily produced at low cost.
EP03741391A 2002-08-06 2003-07-15 Process for producing n-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine and intermediate Expired - Lifetime EP1541569B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2002229204 2002-08-06
JP2002229204 2002-08-06
PCT/JP2003/008950 WO2004016603A1 (en) 2002-08-06 2003-07-15 Process for producing n-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine and intermediate

Publications (3)

Publication Number Publication Date
EP1541569A1 EP1541569A1 (en) 2005-06-15
EP1541569A4 true EP1541569A4 (en) 2007-05-30
EP1541569B1 EP1541569B1 (en) 2010-05-12

Family

ID=31884335

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03741391A Expired - Lifetime EP1541569B1 (en) 2002-08-06 2003-07-15 Process for producing n-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine and intermediate

Country Status (8)

Country Link
US (1) US7759501B2 (en)
EP (1) EP1541569B1 (en)
JP (1) JP4493500B2 (en)
CN (1) CN1332958C (en)
CA (1) CA2493776C (en)
DE (1) DE60332544D1 (en)
ES (1) ES2342883T3 (en)
WO (1) WO2004016603A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004346008A (en) * 2003-05-22 2004-12-09 Sumitomo Chem Co Ltd Method for producing n-monoalkyl-3-hydroxy-3-arylpropylamine and intermediate therefor
CN101243064B (en) 2005-08-19 2012-05-23 住友精化株式会社 (E)-N-monoalkyl-3-oxo-3-(2-thienyl)propenamine and process for producing the same, and process for producing (E,Z)-n-monoalkyl-3-oxo-3-(2-thienyl)propenamine
EP2044049A2 (en) 2006-07-03 2009-04-08 Ranbaxy Laboratories Limited Process for the preparation of enantiomerically pure salts of n-methyl- 3 -( 1-naph-thaleneoxy)- 3 - (-2-thienyl) propanamine
WO2011128370A1 (en) 2010-04-13 2011-10-20 Krka, D.D., Novo Mesto Synthesis of duloxetine and/or pharmaceutically acceptable salts thereof

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60246348A (en) 1984-05-22 1985-12-06 Tozaburo Kurihara 1-substituted-propylamine and its preparation
IL92508A0 (en) 1988-12-08 1990-08-31 Ciba Geigy Ag Novel alpha-cyano-beta-oxopropionamides
US5543520A (en) * 1993-10-01 1996-08-06 Ciba-Geigy Corporation Pyrimidine derivatives
US5362886A (en) * 1993-10-12 1994-11-08 Eli Lilly And Company Asymmetric synthesis
GB9500580D0 (en) * 1995-01-12 1995-03-01 Merck Sharp & Dohme Therapeutic agents
EP1411045B1 (en) * 2002-10-18 2008-01-16 Tohru Yokozawa Process for production of optically active amino alcohols
US6846957B2 (en) * 2002-11-22 2005-01-25 Board Of Regents, The University Of Texas System Synthesis of 3-aminomethyl-1-propanol, a fluoxetine precursor

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
No further relevant documents disclosed *

Also Published As

Publication number Publication date
CA2493776C (en) 2011-05-17
US7759501B2 (en) 2010-07-20
CN1332958C (en) 2007-08-22
EP1541569B1 (en) 2010-05-12
EP1541569A1 (en) 2005-06-15
CN1671686A (en) 2005-09-21
JPWO2004016603A1 (en) 2005-12-02
CA2493776A1 (en) 2004-02-26
DE60332544D1 (en) 2010-06-24
WO2004016603A1 (en) 2004-02-26
ES2342883T3 (en) 2010-07-16
US20050240030A1 (en) 2005-10-27
JP4493500B2 (en) 2010-06-30

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